Book Holiday Homes in Conch Key

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Featured Holiday Homes in Conch Key

The Hammocks at Marathon

The Hammocks at Marathon

2.5 out of 5
1688 Overseas Hwy, Marathon, FL
Located in Marathon, The Hammocks at Marathon is by the ocean, within a 10-minute drive of Florida Keys Country Club and Sombrero Beach.
The Hammocks at Marathon
FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

Marathon
With a stay at this vacation home in Marathon (Marathon Shores), you'll be within a 10-minute drive of Sombrero Beach and Captain Hooks Marina and Dive ...
FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

key colony Beach
With a stay at this vacation home in Key Colony Beach, you'll be on the beach, within a 15-minute drive of Sombrero Beach and Sunset Park Beach.
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
Save an average of 15% on thousands of hotels when you're signed in
Next availability from May 18th, 2024  - The Last Resort, Islamorada - MM76.7

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Islamorada, FL
With a stay at this vacation home in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 3 minutes by foot from San Pedro Underwater Archaeological ...
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
WOW!   PRIVATE POOL, OCEAN FRONT,  & DOCK Sister house next-door VRBO#1034656

WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656

Marathon
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Marathon Air Museum.
WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Marathon
With a stay at this vacation home in Marathon (Coral Lagoon), you'll be within a 10-minute drive of Sombrero Beach and Marathon Visitor Center.
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks

Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks

Marathon
With a stay at this vacation home in Marathon (Marathon Shores), you'll be within a 10-minute drive of Sombrero Beach and Captain Hooks Marina and Dive ...
Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

Marathon
With a stay at this vacation home in Marathon (Marathon Shores), you'll be within a 10-minute drive of Sombrero Beach and Captain Hooks Marina and Dive ...
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.
Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW

Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW

Marathon
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Marathon Air Museum.
Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Conch Key Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Conch Key vacation homes are the perfect way for you to wing it.

Holiday houses in Conch Key let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Conch Key in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Conch Key adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Conch Key with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Conch Key vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Conch Key Holiday Homes essential information

Accommodation
1479 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
The Hammocks at Marathon, FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays, KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts, Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7, WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks, Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy., Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW

Top trending hotels in Conch Key

Conch Key Fishing Lodge and Marina

Conch Key Fishing Lodge and Marina

2.5 out of 5
3 North Conch Ave, Conch Key, Marathon, FL
With a stay at Conch Key Fishing Lodge and Marina in Marathon, you'll be 3.2 mi (5.1 km) from Long Key State Park and 10.5 mi (16.9 km) from Sunset Park ...
Conch Key Fishing Lodge and Marina
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
Located in Marathon, Hawks Cay Resort is by the ocean, a 4-minute drive from Curry Hammock State Park and 8 minutes from Long Key State Park.
Hawks Cay Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
With a stay at Isla Bella Beach Resort & Spa in Marathon, you'll be on the beach, just steps from Vaca Key and a 3-minute drive from Seven Mile Bridge.
Isla Bella Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing ...
Amara Cay Resort
Don't see what you're looking for?
See all available properties in Conch Key
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.